MrBigAir,
In general, Delta's Information Technology Dept is about 10 years behind the rest of the world (I understand the former NWA passengers are disgusted with Delta.com....but that's a thread for another day). Having said that, I've had windows XP for a long time and am curently running Windows 7. I've never had a problem using these systems for any distributed training CDs or training straight off of Deltanet. I've never had any problems with Travelnet or the PBS bid site. Furthermore, I also use Flightline which is an add on site that many crewmembers use for bidding assistance and home DBMS access. About the only complaints that I've ever heard on various Forums was with Mac compatability. I'd say you can comfortably retire the windows 98 device